There are two keys to hipness, inextricably woven together: image and timing. Image has a lot to do with the proper air of disdain, not so much that you just look sour, but not so little that it’s invisible. This is often accomplished linguistically, and that’s where timing comes in.
There are seven stages to the rise and decline of a hip word or turn of phrase:
- Someone comes up with a clever neologism.
- Her immediate cohort, seeing this, starts using it among themselves.
- Eventually, they use it in social media, and it catches on.
- It appears in Urban Dictionary.
- There are articles in Time or some similar rag on its proper use.
- Suddenly, it’s everywhere.
- Suddenly, it’s nowhere.
Consider the word ‘mansplain.’ If you used it during the first three phases, you were hip; if it was during the first two you were very hip, but only retroactively. In phases 4 and 5, you were probably an older person ‘in tune’ with the younger generation. After that, you’re dead to the younger generation, and in phase 7, you’re either completely out of it, or just being a smart ass.
Unless you use it in a blog, in an eye-rolling sort of way. Then you’re extremely cool. You might call that ‘blog-rolling.’
Feel free to use use that.
Omniop 
interesting. there is also the phase where the new word appears in the NY Times crossword. I believe this is between 4 and 6. an interesting point is the reason the word disappears. i think its death is assured as soon as it comes into common use, because, like an indie rock band, it is destroyed by its own success. it is uncool. has sold out.
The key is its exclusivity, ironic in an age when that can apply to millions at a time.